Retire With Purpose - The Retirement Podcast
Casey Weade
Whether you are in retirement or have yet to make the transition, The Retire With Purpose podcast is a show designed to help you maximize your financial confidence and elevate your fulfillment in this chapter of life.
Each week Casey Weade, a CERTIFIED FINANCIAL PLANNER™ and Founder of Howard Bailey Financial, discusses thoughts and ideas with some of today's foremost names in finance and retirement, as well as trending topics that could impact your bottom line. These strategies can help you make better financial decisions so you can live the lifestyle you've always imagined and deserve.
Investment Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment adviser. Working with Howard Bailey Securities, LLC, cannot guarantee investment success or that specific financial goals will be achieved. For more information on professional designations, visit finra.org/investors/professional-designations.
©2024 HOWARD BAILEY FINANCIAL, INC.
Each week Casey Weade, a CERTIFIED FINANCIAL PLANNER™ and Founder of Howard Bailey Financial, discusses thoughts and ideas with some of today's foremost names in finance and retirement, as well as trending topics that could impact your bottom line. These strategies can help you make better financial decisions so you can live the lifestyle you've always imagined and deserve.
Investment Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment adviser. Working with Howard Bailey Securities, LLC, cannot guarantee investment success or that specific financial goals will be achieved. For more information on professional designations, visit finra.org/investors/professional-designations.
©2024 HOWARD BAILEY FINANCIAL, INC.
Episodes
Mentioned books
Nov 7, 2025 • 26min
531: By the Numbers: Why Retirees Often Spend Too Little, Too Late
New research reveals retirees often under-spend, missing out on their healthiest years. The concept of a 'retirement spending smile' highlights how financial planning can maximize enjoyment in retirement. The hosts also discuss common pitfalls in traditional income strategies and the psychological factors behind spending regrets. Insights into inflation's effects on retirees' investment approaches shed light on balancing risk and security. Exploring gold's role, they analyze its history and relevance, emphasizing thoughtful financial strategies for a fulfilling retirement.
25 snips
Oct 31, 2025 • 27min
530: Freedom After 50: How Challenge Rekindles Purpose in Your Next Chapter
Les McDaniel, a certified retirement coach at Howard Bailey Financial, explores the surprising idea that true fulfillment in retirement comes from embracing challenges, not just relaxation. He discusses how comfort can diminish resilience and emphasizes the importance of 'controlled challenges' in promoting personal growth. Les also highlights insights from ancient wisdom on discomfort and the cultural admiration for resilience. Ultimately, he encourages retirees to engage in small hard choices to discover their core values and leave a meaningful legacy.
9 snips
Oct 24, 2025 • 23min
529: By the Numbers — Your Financial Wake-Up Call: How to Stop Delaying the Decisions That Matter Most
Marshall Johnson, a Certified Financial Planner, joins Casey Weade to tackle the emotional roadblocks that keep you from financial progress. They discuss why avoidance erodes confidence and share the powerful 'Hurricane vs. Tornado' analogy to prepare for market shifts. Johnson introduces the 'Shame Audit' strategy to identify neglectful spending. Their takeaway? Small, intentional steps can lead to significant financial improvements, encouraging listeners to act rather than procrastinate on vital retirement conversations.
23 snips
Oct 17, 2025 • 37min
528: Freedom After 50: Finding Peace in the Mystery – Why Financial Control Is an Illusion
In this engaging discussion, certified retirement coach Les McDaniel delves into the complexities of life after 50. He emphasizes that the quest for financial control is often an illusion, leading to anxiety rather than peace. Les explores the dangers of information overload and analysis paralysis, advocating for a more purposeful approach to retirement planning. By focusing on what can be controlled, embracing uncertainty, and tailoring plans to individual values, listeners can achieve both financial and emotional freedom.
15 snips
Oct 13, 2025 • 1h
527: Challenging the Conventional Wisdom of Stocks vs. Bonds and Common Retirement Planning Strategies with Edward McQuarrie
Edward McQuarrie, a Professor Emeritus and financial historian, challenges traditional investment wisdom in this insightful discussion. He argues that the long-held belief in stocks outperforming bonds may not hold true across all historical contexts. McQuarrie emphasizes the importance of securing baseline income, recommending tools like TIPS ladders and annuities. He also tackles the complexities of Roth conversions and warns against overconfident financial forecasts, urging retirees to adopt a more nuanced and historically informed approach to their financial planning.
22 snips
Oct 10, 2025 • 30min
526: Rethinking Social Security: Why Waiting Until 70 Isn't Always Best
Is waiting until 70 to claim Social Security really the best move? The hosts challenge this common notion, discussing personalized financial strategies and the importance of expected value versus utility. They dive into factors like mortality, sequence of returns, and the math behind realistic discount rates. Exploring opportunity costs and flexibility in spending, they highlight how life expectancy assumptions can mislead financial decisions. Discover how earlier claims might offer more freedom and peace of mind in retirement.
12 snips
Oct 3, 2025 • 40min
525: Freedom After 50: 12 Belief Traps Keeping You from a Meaningful and Impactful Retirement
Les McDaniel, a certified retirement coach and contributor to the Freedom After 50 series, joins to unveil 12 belief traps that can hinder a meaningful retirement. They discuss how the echo chamber and certainty traps limit growth, and how the comfort trap keeps individuals stuck. The duo emphasizes the importance of reframing time horizons to enhance purpose and the dangers of the perfection and irrelevance traps. McDaniel also encourages making work a calling and shares powerful exercises to reshape personal narratives for a fulfilling retirement.
9 snips
Sep 26, 2025 • 23min
524: A New 4-Bucket Approach to Investing Before and After Retirement
Dive into the complex world of retirement investing, challenging the simple growth-versus-protection narrative. Learn about key risks like sequence-of-returns and how individual strategies should be tailored to your specific goals. Discover Tim Maurer’s innovative Four-Bucket Approach, emphasizing the importance of balancing growth, protection, giving, and living. Understand the shift from long-term aspirations to immediate charitable actions in retirement, and the need for income stability to enhance your quality of life.
30 snips
Sep 19, 2025 • 29min
523: Freedom After 50: Beyond the Pyramid—Rethinking Happiness in Retirement
Les McDaniel, a certified retirement coach at Howard Bailey Financial, joins the discussion to dive into the deeper aspects of retirement. They challenge the traditional view of Maslow’s hierarchy, suggesting that true happiness comes not from material possessions but from personal growth. The conversation uncovers the three levels of happiness and emphasizes the importance of self-reflection to unlock potential. McDaniel encourages listeners to focus on becoming their best selves, which fosters resilience and meaning in this new phase of life.
37 snips
Sep 15, 2025 • 41min
522: The Six Pillars to Living Longer & Healthier in Retirement with Dr. Bobby Dubois - Part 2
Dr. Bobby Dubois, a board-certified internist, shares transformative insights on living longer and healthier. He highlights the importance of mind-body harmony, stressing practices like meditation and nature walks to reduce anxiety. Delve into the benefits of heat and cold exposure, including sauna use and cold plunges, backed by science. Most importantly, he reveals social connections as the strongest predictor of longevity, outpacing even exercise. Dr. Dubois encourages a coordinated approach to wellness, making you your own health 'quarterback'.
